Hydrochloric Acid → HCID 66911325, compound

HRID 2389793Notes

Reaction equation

HRID 2389793 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)[CH:5]=[CH:4][C:3]=1[C:19]#[N:20].[ClH:21]>O1CCOCC1>[ClH:21].[ClH:21].[NH2:1][C:2]1[C:3]([C:19]#[N:20])=[CH:4][CH:5]=[C:6]([NH:8][CH2:9][CH2:10][NH2:11])[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57911763tert-Butyl{2-[(6-amino-5-cyanopyridin-2-yl)amino]ethyl}carbamate

Product 1

HCID 66911325HCID 66911325, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6.76 g (24.38 mmol) of tert-butyl {2-[(6-amino-5-cyanopyridin-2-yl)amino]ethyl}carbamate (Example 110A) are dissolved in 122 ml of 4N hydrogen chloride in dioxane and stirred for 30 min. The reaction mixture is concentrated to one half, and an equal portion of diethyl ether is added. The reaction mixture is stirred for 20 min, and the product is filtered off and washed with diethyl ether. 5.43 g (89% of theory) of the product are obtained as a solid.

Workup

  1. concentrationThe reaction mixture is concentrated to one half
  2. additionan equal portion of diethyl ether is added
  3. stirringThe reaction mixture is stirred for 20 min
  4. filtrationthe product is filtered off
  5. washwashed with diethyl ether
  6. custom5.43 g (89% of theory) of the product are obtained as a solid

Sources & evidence

ORD record
ord-cf0ef50da7f343648cc34fd54a3c4f8f
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

Loading…